Middleton, WI Homes for Sale under $1,000,000

Immaculate Middleton Ridge home on a quiet cul-de-sac in the Middleton-Cross Plains School District! This 4-bedroom, 3.5-bath home offers over 3,700 finished sq. ft. with an open floor plan, hardwood floors, granite countertops, a large kitchen island, pantry, and a cozy gas fireplace. The main level includes a private office and laundry, while the finished lower level features a spacious rec

Spencer Schumacher Spencer Real Estate Group

Life in Middleton Hills takes on an easy elegance in this thoughtfully designed home, where the ease of condo living meets the privacy of a standalone residence. Lawn care + snow removal are handled for you, creating more time to enjoy the neighborhood’s cafes, restaurants, shops,+nearby trails. Inside, the open-concept main level is grounded by solid hardwood floors and a striking stone

Julie Bernauer Sprinkman Real Estate

Waunakee Schools with Middleton Convenience! Tucked away on a quiet cul-de-sac in highly sought-after Fox Bluff, this beautiful home offers privacy, space, and an unbeatable location. Surrounded by mature trees and tons of green space, the property sits on a huge lot just outside of town. Residents of the Town of Westport enjoy notably lower property taxes while benefiting from an A+ location

Matthew Lindholm Bruner Realty & Management

What sets this incredible property apart is clear before you even step inside. This contemporary home is surrounded by carefully tended prairie and woods, a thriving habitat for birds, pollinators, and wildlife. Architect Bruce Nichols designed this home with one intention: to bring the outside in. Floor to ceiling windows and skylights draw natural light deep into the heart of the home. The open

Kelly Rainiero Mode Realty Network

Estimated Completion Aug '26. Stylish new construction ranch featuring exceptional curb appeal with LP SmartSide siding, stone accents, black windows, and modern black trim. Inside, you’ll find quality craftsmanship throughout, including Amish-built white oak and painted cabinetry, a spacious kitchen with breakfast bar/island, and a custom framed hood vent centerpiece. The open-concept living

Chris Barreau MHB Real Estate

This Scenic Ridge Estates two story is meticulously maintained and offers a perfect balance of serene, scenic privacy and neighborhood living. Situated on a 1.07-acre lot, you have easy access to Middleton schools & numerous walking & biking trails, all while being just a short drive from the shops, restaurants, and conveniences of both Madison and Middleton. The main level features elegant

Jennifer Rios Restaino & Associates

Here's your chance to own a beautifully maintained home in the heart of Middleton Hills, with an unbeatable location and the major updates already complete. It's just half a block from Northside Elementary, with Kromrey and Middleton High School nearby, and the school bus stop just one door down. Enjoy being two blocks from one of several neighborhood parks, close to the trails of Pheasant Branch

Jack Verstegen Restaino & Associates

Spacious, updated ranch-style condo in Bishop's Bay with a main-level primary suite. The open-concept kitchen and living room feature bamboo flooring and a gas fireplace, while the eat-in kitchen offers solid surface counters, a gas range with hood vent, and abundant storage. Step outside to the private, covered composite deck — perfect for grilling or fresh air. The large primary suite impresses

Michael Restaino Restaino & Associates

Who says you cannot live beautifully in a smaller footprint? These cozy and light-filled standalone homes are a joy & a rarity... combining high quality, high functionality & attention to design. This home at Belle Farm serves as a peaceful antidote... an example that less can be more. Inspiring interiors, front porches & secluded side yards allow for both privacy & opportunities to connect.

Estella Moschkau Sprinkman Real Estate

Welcome home to this beautifully maintained 4-bedroom up, 3.5-bath home offering the perfect blend of comfort, style, and location. Priced below the assess value this spacious floor plan features maple hardwood floors, tile flooring, with creating an open, airy feel throughout. New Roof in 2026! The finished lower level with exposure and 9 ft ceilings provides exceptional additional living

Wanda Roche Compass Real Estate Wisconsin

Two lots create a rare opportunity along a quiet channel with direct access to Lake Mendota, inviting a range of possibilities from thoughtful renovation to a ground-up custom build. The existing home sits between two buildable parcels, allowing for expanded outdoor space, future development, or a private lakeside retreat tailored to your vision. Spend mornings on the water boating or fishing,

Lori Schilling Sprinkman Real Estate

Charming 4-bedroom, 3.5-bath Craftsman in sought-after Middleton Hills Neighborhood and the Middleton School District! The main level features beautiful wood floors, a spacious kitchen with a walk-in pantry, tiled backsplash, quartz countertops, granite island, maple cabinets, an induction stove, and stainless steel appliances. Enjoy the formal dining room and relax in the spacious living room

Spencer Schumacher Spencer Real Estate Group

Welcome to this exquisite ranch in the highly sought-after Pope Farm Estates! Soaring 10+ foot tray ceilings w/ exposed beams & a gas fireplace w/ wood mantel anchor an impressive great room that feels both comfortable & elegant. The gorgeous kitchen is a true showpiece, featuring wall-to-ceiling soft close Amish cabinetry, luminous suede granite counters & thoughtful under-cabinet lighting.

Joe Shipley MHB Real Estate

Brand new, never-lived-in 2026 Parade of Homes home by Encore Builders on a premium Redtail Ridge lot with commanding sunrise views of Pheasant Branch Conservancy from all three levels! Thoughtfully oriented for southern exposure, this stunning architectural design features an open-concept great room with a dramatic 2-story vaulted ceiling, a custom fireplace and built-in cabinetry. The cook’s

Seth Pfaehler The McGrady Group, LLC

Excellent Investment Opportunity in prime Middleton Location! Well-maintained duplex in the heart of Middleton, minutes from Downtown Middleton and Greenway Station. Property features two spacious units: both 3 bed, 2.5 baths, fully finished basements for additional living space, and sunroom/office that could be used as a 4th bedroom. Units have private entrance, their own 2 car garage, and are

Michael Weiss MHB Real Estate

Stunning Pacific Northwest-style new construction home offering customizable finishes & design selections thru-out! Building will begin upon execution of a build contract. Thoughtfully designed floor plan fts. 2,920 sq ft. above grade w/ engineered hardwood floors thru-out the LR, Kit, Din & office. Kitchen offers a large island w/ breakfast bar, Quartz counters, SS appls, spacious pantry, &

Amy Lessing Compass Real Estate Wisconsin

Stunning home located in the sought-after Bishops Bay, that combines the excellence of the Waunakee Schools with the conveniences and lifestyle of a Middleton location. Where luxury living meets exceptional community amenities. This home welcomes you from the moment you step inside with floor to ceiling windows, a kitchen that is both inviting and functional, offering a wolf range, new stainless

Nicole Fischer Rock Realty

Classic 1920 Craftsman bungalow on a prime corner lot in the heart of downtown Middleton — that rarely comes to market. This 3-BR, 2.5-BA character home blends original charm with everyday livability: maple hardwood floors, classic woodwork, tall ceilings, a formal dining room, and natural light throughout. First floor powder room, laundry & a mudroom for everyday function. Upstairs, the primary

Mike Adler Restaino & Associates